Record Information
Version1.0
Creation date2010-04-08 22:14:16 UTC
Update date2019-11-27 17:37:20 UTC
Primary IDFDB019302
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one
Description4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one, also known as 2-cyclopenten-1-one, 4-ethyl-2-hydroxy-3-methyl or 4-ethyl-3-methyl-2-hydroxycyclopent-2-en-1-one, belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. 4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one has been detected, but not quantified in, coffee and coffee products. This could make 4-ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one a potential biomarker for the consumption of these foods.
CAS Number71387-71-8
Structure
Thumb
Synonyms
SynonymSource
2-Cyclopenten-1-one, 4-ethyl-2-hydroxy-3-methylHMDB
4-Ethyl-3-methyl-2-hydroxy-2-cyclopenten-1-oneHMDB
4-Ethyl-3-methyl-2-hydroxycyclopent-2-en-1-oneHMDB
Predicted Properties
PropertyValueSource
Water Solubility17.2 g/LALOGPS
logP0.72ALOGPS
logP1.5ChemAxon
logS-0.91ALOGPS
pKa (Strongest Acidic)9.45ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.14 m³·mol⁻¹ChemAxon
Polarizability15.39 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H12O2
IUPAC name4-ethyl-2-hydroxy-3-methylcyclopent-2-en-1-one
InChI IdentifierInChI=1S/C8H12O2/c1-3-6-4-7(9)8(10)5(6)2/h6,10H,3-4H2,1-2H3
InChI KeyFFJYTCCZZSZBGQ-UHFFFAOYSA-N
Isomeric SMILESCCC1CC(=O)C(O)=C1C
Average Molecular Weight140.1797
Monoisotopic Molecular Weight140.083729628
Classification
Description belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclic ketones
Alternative Parents
Substituents
  • Cyclic ketone
  • Enol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.55%; H 8.63%; O 22.83%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-057i-9300000000-40394082e8fc329a955dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-02ka-9800000000-984637d38da0e75051c2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-1900000000-b82173495557861ec7d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9300000000-ed99c39758bd73656c8bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9000000000-89bf8f3b94494b95b114View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-03baea4228b3a88d0414View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-2900000000-968a2fa22f6c5212ee2bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abc-9300000000-4b77bd07d594a1174c66View in MoNA
ChemSpider ID460795
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID528704
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39673
CRC / DFC (Dictionary of Food Compounds) IDLWO16-N:LWO16-N
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference